(betaR)-beta-(Acetyloxy)benzenepropanenitrile

Base Information

• Chemical Name: (betaR)-beta-(Acetyloxy)benzenepropanenitrile
• CAS No.: 198561-42-1
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.214
• DSSTox Substance ID: DTXSID301280995
• Nikkaji Number: J930.411H
• Mol file: 198561-42-1.mol

Synonyms:SCHEMBL7552631;DTXSID301280995;198561-42-1;(betaR)-beta-(Acetyloxy)benzenepropanenitrile

Chemical Property of (betaR)-beta-(Acetyloxy)benzenepropanenitrile

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC(CC#N)C1=CC=CC=C1
• Isomeric SMILES: CC(=O)O[C@H](CC#N)C1=CC=CC=C1

Technology Process of (betaR)-beta-(Acetyloxy)benzenepropanenitrile

There total 10 articles about (betaR)-beta-(Acetyloxy)benzenepropanenitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

acetic anhydride (108-24-7) + (R)-3-phenyl-3-hydroxypropanenitrile (73627-97-1) → (R)-3-acetyloxy-3-phenylpropanenitrile (198561-42-1)

Guidance literature:

With aluminum triflate; at 20 ℃; for 0.00555556h;

DOI:10.1016/j.tetlet.2007.03.162

Reference yield: 50.0%

(+/-)-3-acetyloxy-3-phenylpropanenitrile (82782-11-4) → (S)-3-hydroxy-3-phenylpropanenitrile (132203-26-0) + (R)-3-acetyloxy-3-phenylpropanenitrile (198561-42-1)

Guidance literature:

With 1,4,8,11-tetrathiacyclotetradecane; Lipase PS; In water; acetone; at 35 ℃; for 78h;

DOI:10.1021/jo971288m

Reference yield: 46.0%

vinyl acetate (108-05-4,9003-20-7) + 3-hydroxy-3-phenylpropanenitrile (73627-97-1,121617-17-2,132203-26-0,17190-29-3) → (S)-3-hydroxy-3-phenylpropanenitrile (132203-26-0) + (R)-3-acetyloxy-3-phenylpropanenitrile (198561-42-1)

Guidance literature:

With Pseudomonas cepacia lipase on modified ceramic particles; In di-isopropyl ether; at 27 ℃; for 16h;

DOI:10.1016/S0957-4166(02)00537-2

upstream raw materials:

(+/-)-3-acetyloxy-3-phenylpropanenitrile

4-chlorophenyl acetate

3-hydroxy-3-phenylpropanenitrile

vinyl acetate

Downstream raw materials:

cinnamic nitrile

(1R)-3-amino-1-phenyl-1-propanol

ethyl (R)-3-hydroxy-3-phenylbutanoate

(R)-fluoxetine